Diaper Sissy Chastity Stories

13,981 results
Orientation
Length
Source
Infinite Scroll

Entrapment

by twistedwench on Dec 23, 2019
BDSM

Editor's note: this story contains scenes of non-consensual or reluctant sex. *** Kevin knew before he even swiped right, that she might be the best thing to ever happen to him. They talked for a few hours before deciding to meet up the next day. He couldn't stop thinking about her long hair, the way it would look so good wrapped around his fist as he......

Nico's Girlfriend Pt. 03

by SissyDemi99 on Oct 5, 2020
Transgender & Crossdressers

We arrived at the fields half an hour before we needed to and Kiera and Jerry pulled up next to us so they hopped in the Mercedes with Jill and I. Jill started talking, "So did you guys go get lunch together?" Jerry tried to say something, but Kiera spoke for him, "Well Jerry ate for sure, but mostly we just talked, it got quite emotional and Jerry got all...

Vegas Night Ch. 4

by malgbs on Oct 20, 2020
Erotic Couplings

I guess I hadn't slept long before Sandy's movements, sitting up in bed, stretching her arms high above her head and yawning loudly, disturbed me. I half opened my eyes and turned me head, drinking in the sight of her torso silhouetted against the soft silver moonlight streaming through the window. She'd still got her arms stretched high above her head, hand...

Begging for a Pegging

by Cirkle7 on Oct 12, 2020
Fetish

I'd like to first apologize for my extended absence! I became frustrated by anonymous critics who would pick my stories apart. So if this story is in no way interesting to you, please do not read all of it and then anonymously comment on how bad you thought it was.. I appreciate feedback and criticism but if I do not know the source then how could I trust it...

Becca is a Whore Ch. 01

by Prossie_Becca on Oct 19, 2020
Fetish

This is a story about BDSM and pleasure. Please understand everything done was consensual The scenes are no worse than you might see in the movies. There is no actual "snuffing." All of the women involved savored the experienced and had intense orgasms. This story is for your entertainment only. * Hello, my name is Becca. If you have read any of the storie...

Phone call interrupted Pt. 04

by ambise on Mar 9, 2020
Group Sex

Jill groaned as she started to release the nipple clamps, the blood flowed rapidly back into her nipples, she felt the exquisite pain she now relished. A new sensation surged through her clit, as under Jenna's instruction, she quickly pulled the new clamp off it, fortunately it comprised two small magnetic metal cones but she still screamed only partly in pa...

Matt Becomes Mattie Ch. 07

by clarepanties on Sep 15, 2017
Transsexuals & Crossdressers

I grabbed my clutch bag, Jo hers, and we had a little kiss session. "I could take you now, Mattie; I love you so much and I want to fuck your rigid." I laughed, "Mmmm, we will just have to wait until later." We left the suite and locked the door; I took the card-key and put it in my bag. We headed down for a celebratory drink and then we had a wonderfu...

Sandra and Stevie Ch. 54

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the fifty-fourth installment in a series entitled "Sandra and Stevie". If you have not read the previous fifty-three episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I st...

Jedi Submissive Ta'tan'ia Ch. 05

by HandcuffGirl on Sep 16, 2017
Celebrities & Fan Fiction

Authoress' notes: This is a(nother) sequel to the Imperial Prostitute series. I know I'll get a lot of negative feedback on this story, but I don't care. I really enjoy writing this, especially the character Ta'tan'ia. If you don't want to read it, don't. I really, really want to end this series, as I do feel as though it's going on too long. However, beside...

Shelacta Tales Ch. 13

by oggbashan on Sep 19, 2017
Sci-Fi & Fantasy

If this is the first Shelacta Tale you have read, please go the appendix to learn about this world. Copyright Oggbashan November 2010 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represen...